101300-66-7Relevant articles and documents
QUANTITATIVE INTRAMOLECULAR FISSION IN OLIGOACENES, MATERIALS, AND METHODS OF USE THEREOF
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, (2016/07/05)
The present invention provides soluble, stable singlet fission (SF) compounds, compositions, materials, methods of their use, and methods for their preparation that provide efficient intramolecular singlet fission (iSF) and multiple excitons. The SF compo
Improved synthesis of 1,2-bis(trimethylsilyl)benzenes using Rieke-magnesium or the entrainment method
Lorbach, Andreas,Reus, Christian,Bolte, Michael,Lerner, Hans-Wolfram,Wagner, Matthias
supporting information; experimental part, p. 3443 - 3449 (2011/02/24)
1,2-Bis(trimethylsilyl)benzene is the key starting material for the synthesis of efficient benzyne precursors and certain luminescent π-conjugated materials. We now report that it can be conveniently prepared in tetrahydrofuran from 1,2-dibromobenzene, chlorotrimethylsilane, and either Rieke-magnesium (MgR) or magnesium turnings in the presence of 1,2-dibromoethane as an entrainer (Mge). The most important advantages of these new protocols over the currently best-established procedure (1,2-dichlorobenzene, chlorotrimethylsilane, magnesium turnings, hexamethylphosphoramide) lie in the milder reaction conditions (MgR: 0 °C, 2 h; Mge: room temperature, 30 min vs. 100 °C, 2 days) and in the fact that the cancerogenic solvent hexamethylphosphoramide is avoided. Moreover, the improved protocols are also applicable for the high-yield synthesis of 1,2,4,5-tetrakis(trimethylsilyl)benzene, 4-fluoro-1,2- bis(trimethylsilyl)benzene, 4-chloro-1,2-bis(trimethylsilyl)benzene, and 4,5-dichloro-1,2-bis(trimethylsilyl)benzene. Copyright
TITANIUM-CATALYZED DIELS-ALDER CYCLOADDITION OF CONJUGATED DIENES TO BIS(TRIMETHYLSILYL)ACETYLENE. 1,2-BIS(TRIMETHYLSILYL)CYCLOHEXA-1,4-DIENE, 1,2-BIS(TRIMETHYLSILYL)BENZENE, AND THEIR METHYL DERIVATIVES
Mach, K.,Antropiusova, H.,Petrusova, L.,Turecek, F.,Hanus, V.,et al.
, p. 331 - 340 (2007/10/02)
The catalytic system Et2AlCl/TiCl4 induces Diels-Alder cycloaddition of bis(trimethylsilyl)acetylene to 1,3-butadiene, isoprene, 2,3-dimethyl-1,3-butadiene and (E)-1,3-pentadiene affording 1,2-bis(trimethylsilyl)cyclohexa-1,4-dienes in high yields.The cyclohexadienes are readily converted to the corresponding 1,2-bis(trimethylsilyl)benzenes upon heating to 240 deg C.Mass, infrared, 1H, 13C and 29Si NMR spectra of all the products obtained are reported and briefly discussed.The crowded character of aromatic compounds is reflected in their mass, 13C and 29Si NMR spectra.